Share this post on:

S-(N-Benzylthiocarbamoyl)-L-cysteine

This compound is a cysteine conjugate of benzyl isothiocyanate (BITC) that exhibits anticancer activity. In vitro, this ITC conjugate inhibits leukemia cell growth and induces apoptosis in bladder cancer cells. This compound also inhibits N-dimethylnitrosamine demethylase, preventing nitrosamine activation and displaying potential chemopreventive benefit.

References PubMed ID::http://www.ncbi.nlm.nih.gov/pubmed/18970951

Cas No.

35446-36-7

Purity

≥98%

Formula

C11H14N2O2S2

Formula Wt.

270.37

Chemical Name

L-Cysteine, (phenylmethyl)carbamodithioate (ester)

IUPAC Name

(2R)-2-amino-3-(benzylcarbamothioylsulfanyl)propanoic acid

Synonym

Benzyl isothiocyanate cysteine conjugate

Melting Point

191-193°C

Solubility

Soluble in water.

Appearance

White to off white powder

Tang L, Li G, Song L, et al. The principal urinary metabolites of dietary isothiocyanates, N-acetylcysteine conjugates, elicit the same anti-proliferative response as their parent compounds in human bladder cancer cells. Anticancer Drugs. 2006 Mar;17(3):297-305. PMID: 16520658.

Jiao D, Conaway CC, Wang MH, et al. Inhibition of N-nitrosodimethylamine demethylase in rat and human liver microsomes by isothiocyanates and their glutathione, L-cysteine, and N-acetyl-L-cysteine conjugates. Chem Res Toxicol. 1996 Sep;9(6):932-8. PMID: 8870979.

Adesida A, Edwards LG, Thornalley PJ. Inhibition of human leukaemia 60 cell growth by mercapturic acid metabolites of phenylethyl isothiocyanate. Food Chem Toxicol. 1996 Apr;34(4):385-92. PMID: 8641665.

PA 825